methyl (E)-6-methyl-9-phenylnon-4-enoate | 146558-16-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl (E)-6-methyl-9-phenylnon-4-enoate
• CAS: 146558-16-9
• 化学式: C₁₇H₂₄O₂
• 分子量: 260.376
• InChiKey: MUCQLBPOCARGBY-RMKNXTFCSA-N

物化性质

• 沸点：
  359.3±31.0 °C(Predicted)
• 密度：
  0.970±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (1S,3S,4S,5R,6R,7R)-1-(4-乙酰氧基-5-甲基-6-苯基己基)-4,7-二羟基-6-{[(4E,6R)-6-甲基-9-苯基-4-壬烯酰]氧基}-2,8-二氧杂双环[3.2.1]辛烷-3,4,5-三羧酸 在 potassium carbonate 作用下， 以 乙醚 、 乙酸乙酯 为溶剂， 反应 0.75h， 生成 methyl (E)-6-methyl-9-phenylnon-4-enoate
  参考文献：
  名称：

  新型有效的角鲨烯合酶抑制剂za​​ragozic C的分离和结构解析。

  摘要：

  新型zaragozic酸C（1）已被分离为鲨烯合酶的有效抑制剂。已发现它是大鼠肝角鲨烯合酶的竞争性抑制剂，表观K i为45±15 pM，并且是针对酵母和丝状真菌的广谱抗真菌剂。

  DOI：

  10.1016/s0040-4020(01)88327-7

文献信息

• [EN] COMPOSITIONS<br/>[FR] COMPOSITIONS
  申请人：SAN RAFFAELE CENTRO FOND

  公开号：WO2011077245A2

  公开（公告）日：2011-06-30

  The invention relates to the discovery that human and murine tumors release LXR ligands (oxysterols) that inhibit CCR7 expression on maturing DC and, therefore, their migration to lymphoid organs. By inhibiting oxysterol synthesis (by Zaragozic Acid, ZA) or by inactivating oxysterols (gene therapy with sulfotransferase SULT2B1 b enzyme) long lasting antigen specific anti-tumor immune response mediated by DC is increased. Surprisingly, we also show that drugs interfering with sterol metabolism (i.e. ZA) in combination with a mAb depleting T regulatory cells potentiate the antitumor effect of the single treatments. This synergic effect is unexpected, providing a new effective combination therapy for the treatment of cancer. The invention also relates to the novel use of LXR ligand inactivators, or of LXR inhibitors/antagonists, for the treatment of cancer. These strategies can also be used in combination with a chemotherapy approach for the treatment of cancer patients.
• The isolation and structure elucidation of zaragozic acid C, a novel potent squalene synthase inhibitor.
  作者：Claude Dufresne、Kenneth E. Wilson、Deborah Zink、Jack Smith、James D. Bergstrom、Marc Kurtz、Deborah Rew、Mary Nallin、Rosalind Jenkins、Ken Bartizal、Charlotte Trainor、Gerald Bills、Maria Meinz、Leeyuan Huang、Janet Onishi、James Milligan、Marina Mojena、Fernando Pelaez

  DOI：10.1016/s0040-4020(01)88327-7

  日期：1992.11

  The novel zaragozic acid C (1) has been isolated as a potent inhibitor of squalene synthase. It was found to be a competitive inhibitor of rat liver squalene synthase with an apparent Ki of 45 ± 15 pM, and a broad spectrum antifungal agent against both yeast and filamentous fungi.

  新型zaragozic酸C（1）已被分离为鲨烯合酶的有效抑制剂。已发现它是大鼠肝角鲨烯合酶的竞争性抑制剂，表观K i为45±15 pM，并且是针对酵母和丝状真菌的广谱抗真菌剂。